diff --git a/server/src/__tests__/routines-routes.test.ts b/server/src/__tests__/routines-routes.test.ts
index 15263c9b1f..dec0c53f01 100644
--- a/server/src/__tests__/routines-routes.test.ts
+++ b/server/src/__tests__/routines-routes.test.ts
@@ -325,6 +325,33 @@ describe("routine routes", () => {
     expect(mockRoutineService.list).toHaveBeenCalledWith(companyId, { projectId });
   });
 
+  it("forwards the Sentry signature header to public webhook verification", async () => {
+    mockRoutineService.firePublicTrigger.mockResolvedValue({
+      id: "run-1",
+      source: "webhook",
+      status: "issue_created",
+    });
+    const app = await createApp({ type: "public" });
+    const payload = {
+      action: "created",
+      data: { issue: { id: "7625432288", project: { slug: "api" } } },
+    };
+
+    const res = await request(app)
+      .post("/api/routine-triggers/public/sentry-trigger/fire")
+      .set("Sentry-Hook-Signature", "signed-digest")
+      .send(payload);
+
+    expect(res.status).toBe(202);
+    expect(mockRoutineService.firePublicTrigger).toHaveBeenCalledWith(
+      "sentry-trigger",
+      expect.objectContaining({
+        sentrySignatureHeader: "signed-digest",
+        payload,
+      }),
+    );
+  });
+
   it("lists routine revisions for a board member in newest-first service order", async () => {
     const app = await createApp({
       type: "board",
diff --git a/server/src/__tests__/routines-service.test.ts b/server/src/__tests__/routines-service.test.ts
index e02a24932e..97dd66c63c 100644
--- a/server/src/__tests__/routines-service.test.ts
+++ b/server/src/__tests__/routines-service.test.ts
@@ -2362,6 +2362,107 @@ describeEmbeddedPostgres("routine service live-execution coalescing", () => {
     expect(run.status).toBe("issue_created");
   });
 
+  it("deduplicates identical Sentry event retries but delivers distinct issue actions", async () => {
+    const { routine, svc } = await seedFixture();
+    const { trigger, secretMaterial } = await svc.createTrigger(
+      routine.id,
+      {
+        kind: "webhook",
+        signingMode: "github_hmac",
+      },
+      {},
+    );
+
+    const payload = {
+      action: "created",
+      data: {
+        issue: {
+          id: "7625432288",
+          shortId: "API-FX",
+          project: { slug: "api" },
+        },
+      },
+    };
+    const rawBody = Buffer.from(JSON.stringify(payload));
+    const signature = createHmac("sha256", secretMaterial!.webhookSecret)
+      .update(rawBody)
+      .digest("hex");
+    const request = {
+      sentrySignatureHeader: signature,
+      rawBody,
+      payload,
+    };
+
+    const resolvedPayload = {
+      ...payload,
+      action: "resolved",
+      actor: { type: "application", name: "Sentry" },
+    };
+    const resolvedRawBody = Buffer.from(JSON.stringify(resolvedPayload));
+    const resolvedRequest = {
+      sentrySignatureHeader: createHmac("sha256", secretMaterial!.webhookSecret)
+        .update(resolvedRawBody)
+        .digest("hex"),
+      rawBody: resolvedRawBody,
+      payload: resolvedPayload,
+    };
+
+    const first = await svc.firePublicTrigger(trigger.publicId!, request);
+    const retry = await svc.firePublicTrigger(trigger.publicId!, request);
+    const resolved = await svc.firePublicTrigger(trigger.publicId!, resolvedRequest);
+
+    expect(first).toMatchObject({ source: "webhook", status: "issue_created" });
+    expect(retry.id).toBe(first.id);
+    expect(retry.linkedIssueId).toBe(first.linkedIssueId);
+    expect(resolved.id).not.toBe(first.id);
+    expect(resolved.linkedIssueId).not.toBe(first.linkedIssueId);
+    expect(await db.select().from(routineRuns).where(eq(routineRuns.triggerId, trigger.id))).toHaveLength(2);
+    expect(
+      await db.select().from(issues).where(eq(issues.originId, routine.id)),
+    ).toHaveLength(2);
+  });
+
+  it("prefers a provider delivery id when deduplicating Sentry webhook retries", async () => {
+    const { routine, svc } = await seedFixture();
+    const { trigger, secretMaterial } = await svc.createTrigger(
+      routine.id,
+      { kind: "webhook", signingMode: "github_hmac" },
+      {},
+    );
+    const payload = {
+      action: "created",
+      data: { issue: { id: "7625432288", project: { slug: "api" } } },
+    };
+    const requestFor = (idempotencyKey: string, body: Record<string, unknown>) => {
+      const rawBody = Buffer.from(JSON.stringify(body));
+      return {
+        idempotencyKey,
+        sentrySignatureHeader: createHmac("sha256", secretMaterial!.webhookSecret)
+          .update(rawBody)
+          .digest("hex"),
+        rawBody,
+        payload: body,
+      };
+    };
+
+    const first = await svc.firePublicTrigger(
+      trigger.publicId!,
+      requestFor("sentry-delivery-1", payload),
+    );
+    const retry = await svc.firePublicTrigger(
+      trigger.publicId!,
+      requestFor("sentry-delivery-1", { ...payload, actor: { type: "application" } }),
+    );
+    const separateDelivery = await svc.firePublicTrigger(
+      trigger.publicId!,
+      requestFor("sentry-delivery-2", payload),
+    );
+
+    expect(retry.id).toBe(first.id);
+    expect(separateDelivery.id).not.toBe(first.id);
+    expect(await db.select().from(routineRuns).where(eq(routineRuns.triggerId, trigger.id))).toHaveLength(2);
+  });
+
   it("rejects invalid signature for github_hmac signing mode", async () => {
     const { routine, svc } = await seedFixture();
     const { trigger } = await svc.createTrigger(
diff --git a/server/src/routes/routines.ts b/server/src/routes/routines.ts
index c8c94335dd..7c26c30ae3 100644
--- a/server/src/routes/routines.ts
+++ b/server/src/routes/routines.ts
@@ -658,6 +658,7 @@ export function routineRoutes(
       authorizationHeader: req.header("authorization"),
       signatureHeader: req.header("x-paperclip-signature"),
       hubSignatureHeader: req.header("x-hub-signature-256"),
+      sentrySignatureHeader: req.header("sentry-hook-signature"),
       timestampHeader: req.header("x-paperclip-timestamp"),
       idempotencyKey: req.header("idempotency-key"),
       rawBody: (req as { rawBody?: Buffer }).rawBody ?? null,
diff --git a/server/src/services/routines.ts b/server/src/services/routines.ts
index 9414d5ea45..8b91ce032f 100644
--- a/server/src/services/routines.ts
+++ b/server/src/services/routines.ts
@@ -318,6 +318,19 @@ function isPlainRecord(value: unknown): value is Record<string, unknown> {
   return typeof value === "object" && value !== null && !Array.isArray(value);
 }
 
+function sentryIssueIdFromWebhookPayload(payload: Record<string, unknown> | null | undefined) {
+  if (!payload) return null;
+  const data = isPlainRecord(payload.data) ? payload.data : null;
+  const issue = data && isPlainRecord(data.issue) ? data.issue : null;
+  const id = issue?.id;
+  return typeof id === "string" || typeof id === "number" ? String(id) : null;
+}
+
+function sentryActionFromWebhookPayload(payload: Record<string, unknown> | null | undefined) {
+  const action = payload?.action;
+  return typeof action === "string" && action.trim().length > 0 ? action.trim() : null;
+}
+
 function parseBooleanVariableValue(name: string, raw: unknown) {
   if (typeof raw === "boolean") return raw;
   if (typeof raw === "number" && (raw === 0 || raw === 1)) return raw === 1;
@@ -2876,6 +2889,7 @@ export function routineService(
       authorizationHeader?: string | null;
       signatureHeader?: string | null;
       hubSignatureHeader?: string | null;
+      sentrySignatureHeader?: string | null;
       timestampHeader?: string | null;
       idempotencyKey?: string | null;
       rawBody?: Buffer | null;
@@ -2897,10 +2911,12 @@ export function routineService(
       } else if (trigger.signingMode === "github_hmac") {
         const secretValue = await resolveTriggerSecret(trigger, routine.companyId);
         const rawBody = input.rawBody ?? Buffer.from(JSON.stringify(input.payload ?? {}));
-        // Accept X-Hub-Signature-256 (GitHub/Sentry) or fall back to the
-        // generic X-Paperclip-Signature header so operators can use github_hmac
-        // mode with either header convention.
-        const providedSignature = (input.hubSignatureHeader ?? input.signatureHeader)?.trim() ?? "";
+        // GitHub prefixes its digest in X-Hub-Signature-256. Sentry sends the
+        // unprefixed digest in Sentry-Hook-Signature. Keep the generic header
+        // fallback for existing integrations using this raw-body HMAC mode.
+        const providedSignature = (
+          input.hubSignatureHeader ?? input.sentrySignatureHeader ?? input.signatureHeader
+        )?.trim() ?? "";
         if (!providedSignature) throw unauthorized();
         const expectedHmac = crypto
           .createHmac("sha256", secretValue)
@@ -2913,6 +2929,20 @@ export function routineService(
           normalizedBuf.length === expectedBuf.length &&
           crypto.timingSafeEqual(normalizedBuf, expectedBuf);
         if (!valid) throw unauthorized();
+        if (input.sentrySignatureHeader) {
+          const sentryIssueId = sentryIssueIdFromWebhookPayload(input.payload);
+          if (sentryIssueId) {
+            const providerDeliveryId = input.idempotencyKey?.trim();
+            const action = sentryActionFromWebhookPayload(input.payload);
+            const deliveryIdentity = providerDeliveryId
+              ? `delivery:${providerDeliveryId}`
+              : `issue:${sentryIssueId}:action:${action ?? "unknown"}`;
+            hmacReplayKey = `webhook-sentry-event:${crypto
+              .createHash("sha256")
+              .update(`${trigger.id}:${deliveryIdentity}`)
+              .digest("hex")}`;
+          }
+        }
       } else if (trigger.signingMode === "bearer") {
         const secretValue = await resolveTriggerSecret(trigger, routine.companyId);
         const expected = `Bearer ${secretValue}`;
@@ -2975,7 +3005,8 @@ export function routineService(
           ? input.payload.variables
           : null,
         idempotencyKey: hmacReplayKey ?? input.idempotencyKey,
-        rejectIdempotencyReplay: hmacReplayKey !== null,
+        rejectIdempotencyReplay:
+          hmacReplayKey !== null && !hmacReplayKey.startsWith("webhook-sentry-event:"),
       });
     },